reaction of hydrochloric acid (HCl) with benzocaine

Question

Write the relevant equation for the reaction of hydrochloric acid (HCl) with benzocaine and state whether this component will be dissolved in diethyl ether or water?

Answer 1

Benzocaine has a free amine group and so can be protonated with HCl.  I can't draw the structure here but let R be the main group (benzene ring with an ester), and it has the free NH2 on it also.

R-NH2 + HCl ===> RNH3+ + Cl-

This hydrochloride salt will be more soluble in water than in ether.